Synthesis of theophylline derivatives and study of their activity as antagonists at adenosine receptors

• Type: Article in International Scientific Journal
• Date: 2010

Authors

J. Hierrezuelo (Author) Other; J.M. López-Romero (Author) Other; R. Rico (Author) Other; J. Brea (Author) Other; M.I. Loza (Author) Other; C. Cai (Author) Other; M. Algarra (Author) FCUP

Journal

Title: Bioorganic and Medicinal Chemistry

Vol. 18 No. 6

Pages: 2081-2088

ISSN: 0968-0896

Publisher: Elsevier

Indexing

ISI Web of Science

Scientific classification

FOS: Engineering and technology > Other engineering and technologies

Other information

Abstract (EN): The synthesis of oligo(ethylene glycol)-alkene substituted theophyllines in positions 7 and/or 8 is described. The binding activity at adenosine receptors of selected derivatives was studied. Compound 2 showed high affinity for human A(2B) receptor (K-i = 4.16 nM) with a selectivity Ki(A2A)/Ki(A2B) of 24.1, and a solubility in water of 1 mM. The alkenyl substituent in some of the theophylline derivatives allows for covalent attachment of them onto hydrogen-terminated silicon substrate surfaces via hydrosilylation. Alternatively, an azido group was incorporated to an oligo(ethylene glycol) theophylline derivative as an anchor for tethering the molecules on ethynyl presenting surfaces via click reaction.

Language: English

Type (Professor's evaluation): Scientific